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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 275278Erstellt: 26. Oktober 2026

4-Pyridinecarboxylic acid, 1-oxide → 4-(5,6-dihydro-11H-imidazo[2,1-b][3]benzazepin-11-ylidene)-1-(4-pyridinylcarbonyl)-piperidine N1-oxide

https://huagongshe.com/reaction/275278

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Pyridinecarboxylic acid, 1-oxideHCID 26130—
EduktSodium BicarbonateHCID 516892—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
Edukt6,11-dihydro-11-(4-piperidinylidene)-5H-imidazo[2,1-b][3]benzazepineHCID 18612492—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Produkt4-(5,6-dihydro-11H-imidazo[2,1-b][3]benzazepin-11-ylidene)-1-(4-pyridinylcarbonyl)-piperidine N1-oxideHCID 8674848471,3%

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.61 g) was added to a solution of 6,11-dihydro-11-(4-piperidylidene)-5H-imidazo[2,1-b][3]benzazepine (C, 0.52 g), pyridine-4-carboxylic acid N-oxide (0.44 g) and 1-hydroxybenzotriazole hydrate (0.43 g)in dichloromethane (20 ml) at 0°-5° C. The reaction mixture was then allowed to stir and to warm to 25° C. overnight. Water and 1 M sodium bicarbonate solution were added, and the aqueous layer was extracted with dichloromethane. Combined organic extracts were washed sequentially with water and brine, and were dried, filtered, and concentrated to give 4-(5,6-dihydro-11H-imidazo[2,1-b][3]benzazepin-11-ylidene)-1-(4-pyridinylcarbonyl)-piperidine N1 -oxide (B, 0.54 g), m.p. 155°-159° C. from carbon tetrachloride-dichloromethane. ##STR26##

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05393753
Quelldatensatzuspto-grants-1995_02
ORD IDord-c6dc84e46d104623b15d54e6f9a73627
Quellennotizuspto-grants-1995_02